A sandy beach with palm trees and a clear blue sea.

North Side Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for North Side vacation rentals

A beach scene with a thatched umbrella and a lounge chair on the sand.

1. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
North Side
9.6 out of 10, Exceptional, (15 reviews)
"The host was absolutely wonderful - very quick to respond and super helpful. Highly recommend for a quiet, laid-back vacation!!! "
United States
Jami G.
$357 nightly
The price is $385
Oct 8 - Oct 9
Total with taxes and fees
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
A pool area with lounge chairs and a view of the ocean.

2. Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Old Man Bay
10.0 out of 10, Exceptional, (15 reviews)
"Great location and excellent housing accommodations! Check in was flawless! "
United States
Seth R.
$1,300 nightly
The price is $1,415
Oct 14 - Oct 15
Total with taxes and fees
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
A coastal view with a beach, palm trees, and a gazebo.

3. Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Bt
9.4 out of 10, Exceptional, (10 reviews)
"Had a great stay"
United States
Annette
$185 nightly
The price is $194
Oct 8 - Oct 9
Total with taxes and fees
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
A modern two-story house with a well-lit entrance, a small front yard, and a driveway.

4. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
9.8 out of 10, Exceptional, (11 reviews)
"Excellent stay! "
United States
Emma
$185 nightly
The price is $185
Oct 28 - Oct 29
Total with taxes and fees
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
A spacious living room with a large window, a ceiling fan, and a view of the ocean.

5. Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
Grand Cayman
10.0 out of 10, Exceptional, (1 review)
"The house itself was absolutely beautiful and the location on the beach with both sunrise and sunset views was incredible. We have 4 children and had another family joined us with their 2 children and we had the best time. Lots of clean sandy beach area to play, plus fun coral area to explore. Be sure to bring water shoes to make it easy to explore. Host was super helpful with recommendations and response time was very quick. We truly enjoyed our stay!"
United States
Aileen R.
$9,114 nightly
The price is $10,050
Oct 8 - Oct 9
Total with taxes and fees
Pease Bay House Cayman Islands
Beach

6. Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (16 reviews)
"Great location’"
Canada
Renee M.
$181 nightly
The price is $181
Oct 8 - Oct 9
Total with taxes and fees
Country Road, Take me Home- your own Island Cottage!
A building with a pink facade, a well-maintained garden with artificial grass and potted plants, and a palm tree.

7. Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (17 reviews)
"The location is in a quiet neighborhood in the middle of the island, so easy to get to anywhere. Also close to Spotts Beach for snorkeling. The hosts were very friendly and helpful. "
United States
Stephanie H.
$246 nightly
The price is $264
Oct 8 - Oct 9
Total with taxes and fees
Beautiful one bedroom apartment
Interior

8. Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
$172 nightly
The price is $172
Oct 8 - Oct 9
Total with taxes and fees
Slice of Paradise- 2 mins from Spotts Beach!
A two-story house with a swimming pool in the foreground.

9. Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
George Town
9.8 out of 10, Exceptional, (71 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
$257 nightly
The price is $277
Oct 10 - Oct 11
Total with taxes and fees
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
A paved pathway with palm trees and dense foliage.

10. Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Savannah
9.6 out of 10, Exceptional, (5 reviews)
"Was exactly how pictures show. Nice quiet relaxing location. If you dont need a pool this location for you. Plus owners are really nice and had beech chairs, umbrella and snorkel smasks in closet to use."
United States
theodor
$315 nightly
The price is $335
Oct 30 - Oct 31
Total with taxes and fees
Relaxing, tastefully decorated one-bedroom unit with all modern facilities
A beach with white lounge chairs, palm trees, and a clear blue ocean.

11. Cayman Luxury Rentals at Coral Bay

Cayman Luxury Rentals at Coral Bay
3.0 star property
Savannah
$751 nightly
The price is $849
Nov 4 - Nov 5
Total with taxes and fees
Cayman Luxury Rentals at Coral Bay
A beach with two white lounge chairs and a blue umbrella.

12. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
$696 nightly
The price is $782
Oct 8 - Oct 9
Total with taxes and fees
Galleon Villas by Hello Cayman Vacation
A row of colorful houses reflecting on calm water, with a cloudy sky above.

13. Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.8 out of 10, Exceptional, (6 reviews)
"The photos on the site do not do this condo justice. It is much nicer then the photos make it look. Really clean, had plenty of towels, quite spacious, nice little deck looking at the water, convenient to shops and restaurants and lovely pool. Would definitely stay here again! "
United States
Cynthia
$368 nightly
The price is $402
Oct 20 - Oct 21
Total with taxes and fees
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
A two-story house with a beige facade, large windows, and a brick driveway.

14. Casa de Bells 3

Casa de Bells 3
Patricks Island
$257 nightly
The price is $277
Oct 8 - Oct 9
Total with taxes and fees
Casa de Bells 3
An indoor garden with seating areas, plants, and hanging lights.

15. Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove
3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (60 reviews)
"excellent location and great property to stay for getting to know Grand Caymen. Property is across the street from a beautiful beach and within walking distance to restaurants/ coffee shops. "
Canada
tracey
$372 nightly
The price is $396
Oct 11 - Oct 12
Total with taxes and fees
Cayman Luxury Rentals at The Grove
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and modern buildings.

16. Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
9.4 out of 10, Exceptional, (8 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
$1,074 nightly
The price is $1,168
Oct 23 - Oct 24
Total with taxes and fees
Cayman Luxury Rentals at One Canal Point
A two-story building with a balcony on the upper floor, surrounded by palm trees and a landscaped garden.

17. Cozy 1-Bed, Pool + Sea and Dining close by

Cozy 1-Bed, Pool + Sea and Dining close by
South Sound
10.0 out of 10, Exceptional, (1 review)
"Great room with full kitchen and bedroom. Laundry machines and dishwasher works greatPool was very refreshing and both times we used it there was no ine else in it. Short drive to seven mile and very close to grocerie store as well"
United States
brett r.
$254 nightly
The price is $254
Oct 19 - Oct 20
Total with taxes and fees
Cozy 1-Bed, Pool + Sea and Dining close by
A modern kitchen with white cabinets, stainless steel appliances, and a large window overlooking a balcony.

18. 1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed it, the place was very clean and comfortable. "
United States
mauricio o.
$215 nightly
The price is $215
Oct 14 - Oct 15
Total with taxes and fees
1BD 1.5BA Convenient and Cosy Apartment with Pool
A beach with white lounge chairs, palm trees, and a clear blue sky.

19. Luxury 2Bdr Beachfront Condo on Spotts Beach

Luxury 2Bdr Beachfront Condo on Spotts Beach
Savannah
$647 nightly
The price is $691
Nov 4 - Nov 5
Total with taxes and fees
Luxury 2Bdr Beachfront Condo on Spotts Beach
A beach with clear blue water, a sandy shore, and a few umbrellas.

20. Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
West Bay
10.0 out of 10, Exceptional, (1 review)
"Absolutely loved the place. Great location. Clean. Couldn’t think of anything to complain about. Will definitely rent again when we come back this way."
United States
Summer
$288 nightly
The price is $288
Nov 3 - Nov 4
Total with taxes and fees
Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top North Side Hotel Reviews

Renovated Beach Cottage w/ Private Pool Steps Away from the Sea

Renovated Beach Cottage w/ Private Pool Steps Away from the Sea

10/10 Excellent
"Such a great property for a weekend away with our baby. Quiet location but still plenty to do. The condo itself was very nice and had everything we needed, including a comfy bed and comfy couch for maximum relaxation!"
Katelyn F. 3-night trip
Posted 3 days ago
Renovated Beach Cottage w/ Private Pool Steps Away from the Sea

Price trends for vacation rentals in North Side

Less expensive
More expensive
This month
Next month
September
March
$332
$369
Month
Price
January
$535
February
$550
March
$572
April
$393
May
$368
June
$351
July
$357
August
$316
September
$305
October
$332
November
$369
December
$432
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in North Side. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about North Side

Everything you need to know about North Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the North Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

North Side vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Side. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit North Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $1,415 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on North Side rentals

At Expedia, we put the best North Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top North Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in North Side?

Yes, we give you a choice of vacation rentals in North Side close to Queen Elizabeth II Botanic Park, or you can choose a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the seaside in North Side. Make sure you have time to check out the waterfront and parks during your trip.

What's the top vacation rental that North Side has to offer?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This highly rated vacation home rental in North Side is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favorite homes for rent in North Side are Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana.

How many vacation rentals are there in North Side?

With 110 Expedia vacation rentals, you're sure to find just the right place for your North Side stay.

What’s there to see and do in North Side?

Grand Cayman Beaches and Cayman Kai Public Beach are a couple of lovely local spots to get outside and enjoy nature. Starfish Point and Rum Point Beach are other places to visit while you're in town.

What’s a vacation rental in North Side like?

Vacation rentals are privately owned properties where you can stay for several days or longer in North Side. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.